((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

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Chemical Name:((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone
CAS No.:1334441-33-6
Molecular Formula:C₂₀H₃₅NO₂Si
Molecular Weight:349.589
Hs Code.:

Synonyms:((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

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Chemical Property of ((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

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Technology Process of ((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

There total 3 articles about ((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 1334441-30-3
(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone

: 74-88-4
methyl iodide

: 1334441-33-6
((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

Guidance literature:: (S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)(o-tolyl)methanone; With ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 1.08333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201103450

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1334441-33-6
((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: ammonia; potassium; tert-butyl alcohol / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 1.08 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; 2.1: Birch reduction;
DOI:10.1002/anie.201103450

Reference yield:

: 115512-57-7
(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene

: 1334441-33-6
((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)((S)-1,2-dimethylcyclohexa-2,5-dien-1-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: ammonia; potassium; tert-butyl alcohol / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 1.08 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; 2.1: Birch reduction;
DOI:10.1002/anie.201103450